Details

Autor(en) / Beteiligte

• Ren, Jinzhou
• Ji, Xia
• Zhang, Jin
• Yu, Zhenwu
• Wang, Xinyuan
• Xiong, Lixia
• Yang, Na
• Tang, Liangfu
• Li, Zhengming
• Fan, Zhijin

Titel

Discovery of Trisubstituted N‑Phenylpyrazole Containing Diamides with Improved Insecticidal Activity

Ist Teil von

• Journal of agricultural and food chemistry, 2024-04, Vol.72 (14), p.8072-8080

Ort / Verlag

United States: American Chemical Society

Erscheinungsjahr

2024

Quelle

MEDLINE

Beschreibungen/Notizen

• To increase the structural diversity of insecticides and meet the needs of effective integrated insect management, the structure of chlorantraniliprole was modified based on a previously established three-dimensional quantitative structure–activity relationship (3D-QSAR) model. The pyridinyl moiety in the structure of chlorantraniliprole was replaced with a 4-fluorophenyl group. Further modifications of this 4-fluorophenyl group by introducing a halogen atom at position 2 and an electron-withdrawing group (e.g., iodine, cyano, and trifluoromethyl) at position 5 led to 34 compounds with good insecticidal efficacy against Mythimna separata, Plutella xylostella, and Spodoptera frugiperda. Among them, compound IV f against M. separata showed potency comparable to that of chlorantraniliprole. IV p against P. xylostella displayed a 4.5 times higher potency than chlorantraniliprole. In addition, IV d and chlorantraniliprole exhibited comparable potencies against S. frugiperda. Transcriptome analysis showed that the molecular target of compound IV f is the ryanodine receptor. Molecular docking was further performed to verify the mode of action and insecticidal activity against resistant P. xylostella.